Condo

Enjoy Five Star Penthouse, Newly Renovated

Photo gallery for Enjoy Five Star Penthouse, Newly Renovated

A balcony with wicker furniture, a round table, and a bowl of nuts. It overlooks a marina with boats and buildings.
A modern living room with a large sofa, a coffee table, and a TV. There is a balcony with a view of the city.
A gated entrance with a sign reading "Regatta" surrounded by palm trees and a well-maintained garden.
A modern kitchen with dark wood cabinets, stainless steel appliances, and a central island.
A marina with boats docked, a clear sky, and a cityscape in the background.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Games at the ready
    One of the few properties with video games available for guests.
  • Discover nearby landmarks
    Near Pelican Bay Community Park

Popular amenities

  • Balcony
  • Hot tub on site
  • Private pool
  • On-site fitness center
  • Barbecue grill
  • Air conditioning

Explore the area

View in a map
Naples, FL
  • Place, Vanderbilt Beach
    ‪11 min walk‬
  • Place, Pelican Bay Community Park
    ‪13 min walk‬
  • Place, Mercato
    ‪4 min drive‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪40 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Master

1 King Bed

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen
Balcony
Dining area

Add dates for prices

Similar properties

view of beach from living room
Naples Vanderbilt Beachfront Luxury -Gorgeous ! 14 days ok
Vanderbilt Beach
  • Pool
  • Kitchen
  • Washer
  • Dryer
9.4 out of 10, Exceptional, (12 reviews)
Naples Vanderbilt Beachfront Luxury -Gorgeous ! 14 days ok

About the neighborhood

Naples

Located by the sea, this condo is in Vanderbilt Beach, a neighborhood in Naples. Fifth Avenue South and Coconut Point Mall are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Vanderbilt Beach and Naples Beach. Looking to enjoy an event or a game while in town? See what's going on at USOP National Pickleball Center, or consider a night out at Off The Hook Comedy Club. With scuba diving, snorkeling, and water skiing nearby, you'll find plenty of adventures in the water.
Map
Naples, FL

What's nearby

  • Vanderbilt Beach - 11 min walk - 0.9 km
  • Pelican Bay Community Park - 13 min walk - 1.2 km
  • Seabreeze Avenue Beach - 2 min drive - 1.7 km
  • Bayview Avenue Beach - 2 min drive - 1.4 km
  • Mercato - 4 min drive - 2.7 km

Getting around

  • Southwest Florida Intl. Airport (RSW) - 33 min drive

Restaurants

  • ‪Shake Shack - ‬4 min drive
  • ‪Chipotle Mexican Grill - ‬3 min drive
  • ‪BURN by Rocky Patel - ‬3 min drive
  • ‪Narrative Coffee Roasters - ‬4 min drive
  • ‪J.Alexander’s Restaurant - ‬3 min drive

Frequently asked questions

Does Enjoy Five Star Penthouse, Newly Renovated have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Enjoy Five Star Penthouse, Newly Renovated?

As of Nov 8, 2026, prices found for a 1-night stay for 2 adults at Enjoy Five Star Penthouse, Newly Renovated on Nov 9, 2026 start from $869, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Enjoy Five Star Penthouse, Newly Renovated pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Enjoy Five Star Penthouse, Newly Renovated?

Check-in begins at 4:00 PM.

What time is check-out at Enjoy Five Star Penthouse, Newly Renovated?

Check-out is at 11:00 AM.

Where is Enjoy Five Star Penthouse, Newly Renovated located?

Located in Vanderbilt Beach, this condo building is within a 15-minute walk of Vanderbilt Beach and Pelican Bay Community Park. Bayview Avenue Beach and Seabreeze Avenue Beach are also within 1 mi (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
John is a great host, very attentive, the unit is very well appointed. We had a great stay!
Stayed 22 nights in Jan 2026
Response from VrboOwner on Feb 1, 2026
Thank you, Milton, for your excellent review and for taking the time to share it. We would love to welcome you back to Naples in the not-too-distant future.
Verified review

8/10 Good

Stunning ......

Gorgeous property/condo. Beautiful views and accommodations. Pool is decent size, but fitness center is sub-par. .25 mile to the beach ....definitely walkable.
Stayed 14 nights in Mar 2019
Response from VrboOwner on Mar 27, 2020
We are so happy your family enjoyed your stay at Regatta and we appreciate your positive comments. We strive to provide our guest with first class accommodation in order to create a memorable family experience. We look forward to your future stay..
Verified review

10/10 Excellent

Absolutely terrific

Absolutely terrific. 👍👍👍
Stayed 14 nights in Feb 2019
Response from VrboOwner on Mar 27, 2020
We are so happy you enjoyed your stay and look forward to your future visit. Our goal is to strive for our quest to have a memorable experience. Thank you for providing your feedback..
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent experience

The condo was as advertised. It was recently remodeled, upgraded and clean. It had everything one would need for either a short or long stay. The host was very responsive and made the check in easy. The condo complex is in a great location. It’s close to the beach and has amenities that are excellent for families and adults..
Stayed 34 nights in Feb 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The condo is beautiful and in a great location.

No comment
Stayed 14 nights in Dec 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Three week stay

Absolutely fabulous!! Stunning condo with impeccable finishes! Beautiful view of the inter coastal. Excellent communication. Great location.
Stayed 20 nights in Mar 2021
Verified review

10/10 Excellent

Fabulous Penthouse Condo

We had a fantastic 2 ½ week vacation in this amazing condo. It was large and spacious with an excellent layout. It was immaculately clean, neat and organized -stocked with everything we could ever need. The décor was tasteful and pleasing. The beds and linens were all high quality and comfortable. The view of the Bay and the Gulf beyond was unique and beautiful from morning to night. There were 2 very nice swimming pools. The location was ideal – within walking distance to the beach and the Ritz. Our host Jon was fantastic. He was always immediately available both before and during our stay for any questions. I would highly recommend this unit to the discerning renter who doesn’t want to give up the comforts of home while on vacation.
Stayed 16 nights in Jan 2019
Response from VrboOwner on Mar 27, 2020
Thank you so much Joanne and Charles for taking the time to provide your positive feed back on your stay. We truly appreciate it and are so happy you had a wonderful time. You both were awesome guest and we would love for you to return and stay again in the future.
Tell us how we can improve our siteShare feedback